Find Romantic Hotels in Chester, CT

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Check availability on Chester Romantic Hotels

Our top choices for Chester romantic hotels

Indoor pool

Holiday Inn Norwich by IHG

Holiday Inn Norwich by IHG
3.0 star property
Westside Norwich
7.6 out of 10, Good, (1,000 reviews)
"Clean room, easy check-in/out, friendly staff"
United States
Tracy
The price is AED 356
AED 410 total
includes taxes & fees
15 Feb - 16 Feb
Holiday Inn Norwich by IHG
Exterior

Sheraton Hartford South Hotel

Sheraton Hartford South Hotel
3.5 star property
Rocky Hill
8.4 out of 10, Very Good, (1,002 reviews)
"The stay was ok the hotel is very outdated "
United States
Shannon
The price is AED 404
AED 465 total
includes taxes & fees
27 Feb - 28 Feb
Sheraton Hartford South Hotel
Indoor pool

Hilton Garden Inn Wallingford/Meriden

Hilton Garden Inn Wallingford/Meriden
3.0 star property
Wallingford
9.0 out of 10, Wonderful, (1,000 reviews)
"Clean rooms, staff was great"
United States
Jackie
The price is AED 421
AED 485 total
includes taxes & fees
15 Feb - 16 Feb
Hilton Garden Inn Wallingford/Meriden
Breakfast, lunch, dinner served; American cuisine

Inn at Middletown

Inn at Middletown
3.5 star property
Washington Street Historic District
9.0 out of 10, Wonderful, (553 reviews)
"Staff was wonderful, lovely hotel"
United States
Helen
Inn at Middletown
2 indoor pools, open 6 AM to 10 PM, cabanas (surcharge), pool umbrellas

Mohegan Sun

Mohegan Sun
4.5 star property
Montville
9.2 out of 10, Wonderful, (2,088 reviews)
"Great service and accommodations "
United States
Dennis
The price is AED 794
AED 1,004 total
includes taxes & fees
25 Feb - 26 Feb
Mohegan Sun
Free daily full breakfast

Inn at Harbor Hill Marina

Inn at Harbor Hill Marina
3.5 star property
Niantic
9.4 out of 10, Exceptional, (1,000 reviews)
"Always a nice stay. Clean and comfortable."
United States
Shelby
The price is AED 621
AED 714 total
includes taxes & fees
16 Feb - 17 Feb
Inn at Harbor Hill Marina
Exterior

Madison Beach Hotel

Madison Beach Hotel
4.0 star property
Madison Center
9.4 out of 10, Exceptional, (346 reviews)
"Staff and hotel are lovely "
United States
Steven
The price is AED 901
AED 1,036 total
includes taxes & fees
19 Feb - 20 Feb
Madison Beach Hotel
Double Room, 2 Double Beds | 1 bedroom, pillowtop beds, desk, blackout drapes

Baymont by Wyndham Branford/New Haven

Baymont by Wyndham Branford/New Haven
2.5 star property
Branford
6.6 out of 10, (1,000 reviews)
"Good Breakfast, nice atmosphere "
United States
Jessie
The price is AED 345
AED 397 total
includes taxes & fees
15 Feb - 16 Feb
Baymont by Wyndham Branford/New Haven
Terrace/patio

Saybrook Point Resort & Marina

Saybrook Point Resort & Marina
3.5 star property
Old Saybrook Center
9.6 out of 10, Exceptional, (1,001 reviews)
"Wonderful stay in a beautiful setting."
United States
Deborah
The price is AED 998
AED 1,239 total
includes taxes & fees
26 Feb - 27 Feb
Saybrook Point Resort & Marina
Outdoor dining

PEACEFUL SPA ESCAPE MINUTES TO MOHEGAN SUN CASINO

PEACEFUL SPA ESCAPE MINUTES TO MOHEGAN SUN CASINO
Norwich
9.8 out of 10, Exceptional, (47 reviews)
"Small place good for an individual or couple clean and as described."
United States
Anonymous traveler
The price is AED 428
AED 885 total
includes taxes & fees
11 Mar - 12 Mar
PEACEFUL SPA ESCAPE MINUTES TO MOHEGAN SUN CASINO
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Chester Hotel Reviews

Mohegan Sun

Mohegan Sun

10/10 Excellent
"Staff is always courteous. Check in with desk was simpler and easy. "
LORI 1-night trip
Posted 3 days ago
Mohegan Sun
The Spa at Norwich Inn

The Spa at Norwich Inn

10/10 Excellent
"Staff was above and beyond. "
Pamela 1-night trip
Posted 3 days ago
The Spa at Norwich Inn

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Frequently asked questions

Searching for romantic hotels in Chester?
If you and your partner need a romantic vacation, we've got just the ticket. If you'd like to explore some of the area's notable sights, you might make a stop by Connecticut River, Connecticut Valley Railroad State Park Trail, or Norma Terris Theater. If you'd like to stay close to a certain attraction, you can sort properties by neighborhood or distance to top sights, so you'll be able to see everything on your list.
When is the best time of year for a romantic getaway to Chester?
If you're hoping to get lost in the rain on your romantic getaway, check out these details about year-round temperatures in Chester: The hottest months are usually July and August with an average temp of 70°F, while the coldest months are January and February with an average of 35°F. Average annual precipitation for Chester is 54 inches.
What is there to do in Chester?
There's nothing better than seeing a new destination with your sweetheart, so consider checking out all that Chester has to offer. Connecticut River, Connecticut Valley Railroad State Park Trail, and Norma Terris Theater are worth a stop when you're out and about.
What's the best way to get to Chester and around town during my romantic getaway?
This information about transportation options in Chester might help your romantic trip get off to a smooth start: Make your way to Chester with a flight to New Haven, CT (HVN-Tweed - New Haven Regional), which is the closest major airport located 23.1 mi (37.2 km) from the city center. If you'd like to venture out around the area, you may want to rent a car for your trip.